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Holmes Beach Vacation Rentals

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574 rentals in Holmes Beach.
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Gulf Beach Place - Just a few steps from the Beach, vacation rental in Holmes Beach

Gulf Beach Place - Just a few steps from the Beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Isle Haven A - steps to the beach and many other conveniences - pet friendly!, vacation rental in Holmes Beach

Isle Haven A - steps to the beach and many other conveniences - pet friendly!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gulf Winds - a completely remodeled cozy cottage - pet friendly, vacation rental in Holmes Beach

Gulf Winds - a completely remodeled cozy cottage - pet friendly

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Anna Maria The Pink Flamingo, vacation rental in Holmes Beach

Anna Maria The Pink Flamingo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sweet Melissa's Beach House, 3 bedrooms, Great Location close to beach! Pool!, vacation rental in Holmes Beach

Sweet Melissa's Beach House, 3 bedrooms, Great Location close to beach! Pool!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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ISLAND TOWNHOUSE - 200 Steps to the BEACH, vacation rental in Holmes Beach

ISLAND TOWNHOUSE - 200 Steps to the BEACH

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Best Little Beach House on Anna Maria Island...With a pool, vacation rental in Holmes Beach

Best Little Beach House on Anna Maria Island...With a pool

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Suite Near The Beach, vacation rental in Holmes Beach

Luxury Suite Near The Beach

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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PRIVATE POOL, WALK TO BEACH, vacation rental in Holmes Beach

PRIVATE POOL, WALK TO BEACH

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Surfside AMI, LOADED FOR FUN! Golf Cart, Heated Pool, SUP, Kayak, Beach Gear..., vacation rental in Holmes Beach

Surfside AMI, LOADED FOR FUN! Golf Cart, Heated Pool, SUP, Kayak, Beach Gear...

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo, vacation rental in Holmes Beach

1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!, vacation rental in Holmes Beach

Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Luxury 2 bed, 2 En Suite Baths, Private Htd Pool, 0 Blocks to Beach - Just Steps, vacation rental in Holmes Beach

Luxury 2 bed, 2 En Suite Baths, Private Htd Pool, 0 Blocks to Beach - Just Steps

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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New 2019 - 90sec. to beach - all day sun - big pool - quite - clean - safe - fun, vacation rental in Holmes Beach

New 2019 - 90sec. to beach - all day sun - big pool - quite - clean - safe - fun

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Visit  Anna Maria Island! Relax at Heliconia House, enjoy your own heated pool!, vacation rental in Holmes Beach

Visit Anna Maria Island! Relax at Heliconia House, enjoy your own heated pool!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Seaside Bungalow - Beautiful Gulf of Mexico beach and heated pool, vacation rental in Holmes Beach

Seaside Bungalow - Beautiful Gulf of Mexico beach and heated pool

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private paradise w/ all the toys & golf cart!, vacation rental in Holmes Beach

Private paradise w/ all the toys & golf cart!

4 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Turtle Nest! New Holiday House w/ Pool, Wifi, and Access to the Beach, vacation rental in Holmes Beach

Turtle Nest! New Holiday House w/ Pool, Wifi, and Access to the Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Palm Isle Retreat-Spa/Firepit/Bikes/2 Kayaks/PaddleBoard/65inTV/2BR/2Ba/1660sqft, vacation rental in Holmes Beach

Palm Isle Retreat-Spa/Firepit/Bikes/2 Kayaks/PaddleBoard/65inTV/2BR/2Ba/1660sqft

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Coastal Charm Meets Cottage Chic! Sparkling  Pool/Spa *4 Doors To The Beach*, vacation rental in Holmes Beach

Coastal Charm Meets Cottage Chic! Sparkling Pool/Spa *4 Doors To The Beach*

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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⭐️⭐️⭐️⭐️⭐️ 4 bedroom, heated pool, free WiFi, ground level, vacation rental in Holmes Beach

⭐️⭐️⭐️⭐️⭐️ 4 bedroom, heated pool, free WiFi, ground level

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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6 bed 6.5 bath Heated Pool & Spa Walk to the beach & shops FREE WiFi Pingpong ta, vacation rental in Holmes Beach

6 bed 6.5 bath Heated Pool & Spa Walk to the beach & shops FREE WiFi Pingpong ta

6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Direct Beachfront 2 BD Condo On Florida’s Beautiful Gulf Coast!, vacation rental in Holmes Beach

Direct Beachfront 2 BD Condo On Florida’s Beautiful Gulf Coast!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub, vacation rental in Holmes Beach

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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CUTE TWO BEDROOM WITH POOL**STEPS TO THE BEACH!!!, vacation rental in Holmes Beach

CUTE TWO BEDROOM WITH POOL**STEPS TO THE BEACH!!!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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200' from Beach, Heated Pool and Spa, Upscale Furnishings, Elevator, Golf Cart, vacation rental in Holmes Beach

200' from Beach, Heated Pool and Spa, Upscale Furnishings, Elevator, Golf Cart

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Skip to Beach & Shops in New Stunning Home, Pool/Spa, Beach Gear, Pets OK, vacation rental in Holmes Beach

Skip to Beach & Shops in New Stunning Home, Pool/Spa, Beach Gear, Pets OK

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Manatee Watch - Waterfront! Hot Tub! 3 Min Walk To Beach!, vacation rental in Holmes Beach

Manatee Watch - Waterfront! Hot Tub! 3 Min Walk To Beach!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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8 bd luxury home with private pool + spa! Close to the beach, great location!, vacation rental in Holmes Beach

8 bd luxury home with private pool + spa! Close to the beach, great location!

8 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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Coral Castle - Waterfront! Hot Tub! 3 Min Walk To Beach!, vacation rental in Holmes Beach

Coral Castle - Waterfront! Hot Tub! 3 Min Walk To Beach!

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Ocean Front ~ No Streets To Cross!  Come And Enjoy A Memorable Beach Vacation!, vacation rental in Holmes Beach

Ocean Front ~ No Streets To Cross! Come And Enjoy A Memorable Beach Vacation!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Laid-back beach escape with a private pool, screened lanai, Ping-Pong, and more!, vacation rental in Holmes Beach

Laid-back beach escape with a private pool, screened lanai, Ping-Pong, and more!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gulf Beach Apartment - with Pool & Beach Access, vacation rental in Holmes Beach

Gulf Beach Apartment - with Pool & Beach Access

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private heated salt pool at OHasis Getaway II and only 210 steps from the Beach!, vacation rental in Holmes Beach

Private heated salt pool at OHasis Getaway II and only 210 steps from the Beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Perfect island getaway for families! Private pool, close to the beach!, vacation rental in Holmes Beach

Perfect island getaway for families! Private pool, close to the beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach Dance in Holmes Beach, vacation rental in Holmes Beach

Beach Dance in Holmes Beach

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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����� BEAUTIFUL HEATED POOL GROUND FLOOR SINGLE FAMILY HOME!, vacation rental in Holmes Beach

����� BEAUTIFUL HEATED POOL GROUND FLOOR SINGLE FAMILY HOME!

6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Anna Maria 2 Family Home w/ pool, beach/3 blocks., vacation rental in Holmes Beach

Anna Maria 2 Family Home w/ pool, beach/3 blocks.

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Great Cottage with private pool, so close to beach!, vacation rental in Holmes Beach

Great Cottage with private pool, so close to beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Close To The Beach And Restaurants With Private Heated Pool!, vacation rental in Holmes Beach

Close To The Beach And Restaurants With Private Heated Pool!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Cottage, just one block off beach with private pool. Come stay awhile!, vacation rental in Holmes Beach

Charming Cottage, just one block off beach with private pool. Come stay awhile!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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POOL Home with TIKI HUT*CLOSE TO BEACH*, vacation rental in Holmes Beach

POOL Home with TIKI HUT*CLOSE TO BEACH*

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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'Living in Paradise' at 380 Aruba Circle #403 New Penthouse Condo great views, vacation rental in Holmes Beach

'Living in Paradise' at 380 Aruba Circle #403 New Penthouse Condo great views

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Amazing Villa at new Islands West Resort! Close to beach with pool!, vacation rental in Holmes Beach

Amazing Villa at new Islands West Resort! Close to beach with pool!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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3 King bedroom  and Bunk room for 4 private pool, bikes & beach gear, vacation rental in Holmes Beach

3 King bedroom and Bunk room for 4 private pool, bikes & beach gear

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Close to the Beach and Restaurants with a heated pool!, vacation rental in Holmes Beach

Close to the Beach and Restaurants with a heated pool!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Unique Lighthouse by AMIBeachClub. Pay for 6 stay for 7, 1-29 Aug 2020 Sat-Sat, vacation rental in Holmes Beach

Unique Lighthouse by AMIBeachClub. Pay for 6 stay for 7, 1-29 Aug 2020 Sat-Sat

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Anna Maria Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level, vacation rental in Holmes Beach

Anna Maria Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Mainsail Beach Inn 2 Bedroom, vacation rental in Holmes Beach

Mainsail Beach Inn 2 Bedroom

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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6/ 6 Heated Pool Spa Water Slide - Minute To The Beach! EASTER OPEN, vacation rental in Holmes Beach

6/ 6 Heated Pool Spa Water Slide - Minute To The Beach! EASTER OPEN

6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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